2026/27 2025/26 2024/25 2023/24 2022/23 2021/22 2019/20 2018/19 2017/18 2016/17 2015/16 2014/15 2013/14 2012/13 2011/12 2010/11 2009/10 2008/09 2007/08 2006/07 2005/06 2004/05
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2005/06
1/16-finals
| 1 | St. Mirren | Forfar Athletic | 1 : 0 |
| 2 | Albion Rovers | Queen of South | 0 : 4 |
| 3 | Stranraer | Arbroath | 3 : 1 |
| 4 | East Fife | Stenhousemuir | 0 : 4 |
| 5 | Stirling | Ayr | 1 : 0 |
| 6 | Peterhead | Berwick | 1 : 2 |
| 7 | Brechin | Clyde | 3 : 2 |
| 8 | Gretna | Morton | 2 : 3 |
| 9 | St Johnstone | Alloa | 2 : 0 |
| 10 | Cowdenbeath | Partick Thistle | 0 : 2 |
| 11 | Dumbarton | Bye | |
| 12 | Elgin City | Raith | 1 : 3 |
| 13 | Dundee FC | East Stirlingshire | 2 : 0 |
| 14 | Bye | Airdrieonians | |
| 15 | Ross County | Montrose | 2 : 1 |
| 16 | Queen's Park | Hamilton | 0 : 3 |
1/8-finals
| 1 | St. Mirren | Queen of South | 2 : 1 |
| 2 | Stranraer | Stenhousemuir | 1 : 2 |
| 3 | Stirling | Berwick | 2 : 1 |
| 4 | Brechin | Morton | 0 : 2 |
| 5 | St Johnstone | Partick Thistle | 5 : 4 |
| 6 | Dumbarton | Raith | 1 : 2 |
| 7 | Dundee FC | Airdrieonians | 2 : 1 |
| 8 | Ross County | Hamilton | 0 : 1 |
Quarter-finals
| 1 | St. Mirren | Stenhousemuir | 3 : 2 |
| 2 | Stirling | Morton | 1 : 2 |
| 3 | St Johnstone | Raith | 5 : 1 |
| 4 | Dundee FC | Hamilton | 0 : 2 |
Semi-finals
| 1 | St. Mirren | Morton | 1 : 0 |
| 2 | St Johnstone | Hamilton | 1 : 2 |
Final
| 1 | St. Mirren | Hamilton | 2 : 1 |
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